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Reduction of nitrosoarene ligands in binuclear palladium(ii) complexes

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Abstract

Reduction of the binuclear PdII complexes Pd2(OCOR)2(o-CH2C6H4—NO)2 (1) and Pd2(OCOR)2(o-PhN—C6H4—NO)2 (2) (where R = Me, CF3, But, or Ph) by sodium borohydride, an ethanolic solution of KOH, or molecular hydrogen was examined. The first stage of reduction was demonstrated to afford metallic palladium and aromatic amines, viz., o-toluidine o-Me—C6H4—NH2 from complex 1 and aniline Ph—NH2 from complex 2. The reactions with molecular hydrogen involve deeper stages to yield cyclic ketones (o-methylcyclohexanone and cyclohexanone) and then cycloalkanes (methylcyclohexane and cyclohexane, respectively). The latter reactions are accompanied by elimination of N2. The mechanism of reduction of complexes 1 and 2 with molecular hydrogen was proposed.

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Authors and Affiliations

  1. N. S. Kurnakov Institute of General and Inorganic Chemistry, Russian Academy of Sciences, 31 Leninsky prosp., 119991, Moscow, Russian Federation

    S. T. Orlova, D. N. Kazyul"kin, L. K. Shubochkin, D. I. Shishkin & T. A. Stromnova

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  1. S. T. Orlova
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  2. D. N. Kazyul"kin
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  3. L. K. Shubochkin
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  4. D. I. Shishkin
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  5. T. A. Stromnova
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Orlova, S.T., Kazyul"kin, D.N., Shubochkin, L.K. et al. Reduction of nitrosoarene ligands in binuclear palladium(ii) complexes. Russian Chemical Bulletin 50, 1689–1692 (2001). https://doi.org/10.1023/A:1013015425154

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